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[(2S,3R,4S,5R,6R)-6-(acetyloxymethyl)-3-[(2S,3R,4S,5R)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-4-[(2S,3R,4S,5R)-4,5-dihydroxy-3-[(E)-3-phenylprop-2-enoyl]oxyoxan-2-yl]oxy-5-hydroxyoxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4R,5S,6R)-3-acetamido-6-[[(2S,3R,4S,5S)-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 57f4889b-6dd0-4788-b4aa-80ad9df0c486
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Terpene glycosides > Triterpene glycosides > Triterpene saponins
IUPAC Name [(2S,3R,4S,5R,6R)-6-(acetyloxymethyl)-3-[(2S,3R,4S,5R)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-4-[(2S,3R,4S,5R)-4,5-dihydroxy-3-[(E)-3-phenylprop-2-enoyl]oxyoxan-2-yl]oxy-5-hydroxyoxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4R,5S,6R)-3-acetamido-6-[[(2S,3R,4S,5S)-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
SMILES (Canonical) CC(=O)NC1C(C(C(OC1OC2CCC3(C(C2(C)C)CCC4(C3CC=C5C4(CC(C6(C5CC(CC6)(C)C)C(=O)OC7C(C(C(C(O7)COC(=O)C)O)OC8C(C(C(CO8)O)O)OC(=O)C=CC9=CC=CC=C9)OC1C(C(C(CO1)O)OC1C(C(CO1)(CO)O)O)O)O)C)C)C)COC1C(C(C(CO1)O)OC1C(C(C(CO1)O)O)O)O)OC1C(C(C(C(O1)CO)O)O)O)O
SMILES (Isomeric) CC(=O)N[C@@H]1[C@H]([C@@H]([C@H](O[C@H]1O[C@H]2CC[C@]3([C@H](C2(C)C)CC[C@@]4([C@@H]3CC=C5[C@]4(C[C@H]([C@@]6([C@H]5CC(CC6)(C)C)C(=O)O[C@H]7[C@@H]([C@H]([C@@H]([C@H](O7)COC(=O)C)O)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)OC(=O)/C=C/C9=CC=CC=C9)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O[C@H]1[C@@H]([C@](CO1)(CO)O)O)O)O)C)C)C)CO[C@H]1[C@@H]([C@H]([C@H](CO1)O)O[C@H]1[C@@H]([C@H]([C@@H](CO1)O)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O
InChI InChI=1S/C86H129NO41/c1-36(90)87-53-58(102)66(125-75-61(105)59(103)56(100)45(27-88)118-75)47(33-116-72-62(106)64(43(94)30-112-72)123-73-60(104)54(98)41(92)28-113-73)120-71(53)121-51-20-21-82(7)48(81(51,5)6)19-22-83(8)49(82)17-16-39-40-25-80(3,4)23-24-86(40,50(96)26-84(39,83)9)79(109)128-77-69(127-74-63(107)65(44(95)31-114-74)124-78-70(108)85(110,34-89)35-117-78)67(57(101)46(119-77)32-111-37(2)91)126-76-68(55(99)42(93)29-115-76)122-52(97)18-15-38-13-11-10-12-14-38/h10-16,18,40-51,53-78,88-89,92-96,98-108,110H,17,19-35H2,1-9H3,(H,87,90)/b18-15+/t40-,41+,42+,43-,44+,45+,46+,47+,48-,49+,50+,51-,53+,54-,55-,56+,57+,58+,59-,60+,61+,62+,63+,64-,65-,66+,67-,68+,69+,70-,71-,72-,73-,74-,75-,76-,77-,78-,82-,83+,84+,85+,86+/m0/s1
InChI Key NXOJPRIMQZRNEZ-VHBDHRCWSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C86H129NO41
Molecular Weight 1832.90 g/mol
Exact Mass 1831.8040025 g/mol
Topological Polar Surface Area (TPSA) 631.00 Ų
XlogP -3.30
Atomic LogP (AlogP) -5.59
H-Bond Acceptor 41
H-Bond Donor 20
Rotatable Bonds 25

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5R,6R)-6-(acetyloxymethyl)-3-[(2S,3R,4S,5R)-4-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,5-dihydroxyoxan-2-yl]oxy-4-[(2S,3R,4S,5R)-4,5-dihydroxy-3-[(E)-3-phenylprop-2-enoyl]oxyoxan-2-yl]oxy-5-hydroxyoxan-2-yl] (4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-[(2R,3R,4R,5S,6R)-3-acetamido-6-[[(2S,3R,4S,5S)-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxymethyl]-4-hydroxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7396 73.96%
Caco-2 - 0.8573 85.73%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7105 71.05%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.7346 73.46%
OATP1B3 inhibitior + 0.9128 91.28%
MATE1 inhibitior - 0.9446 94.46%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.9772 97.72%
P-glycoprotein inhibitior + 0.7421 74.21%
P-glycoprotein substrate + 0.7815 78.15%
CYP3A4 substrate + 0.7607 76.07%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8768 87.68%
CYP3A4 inhibition - 0.7448 74.48%
CYP2C9 inhibition - 0.8748 87.48%
CYP2C19 inhibition - 0.8759 87.59%
CYP2D6 inhibition - 0.9319 93.19%
CYP1A2 inhibition - 0.8781 87.81%
CYP2C8 inhibition + 0.8648 86.48%
CYP inhibitory promiscuity - 0.7567 75.67%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9100 91.00%
Carcinogenicity (trinary) Non-required 0.4582 45.82%
Eye corrosion - 0.9873 98.73%
Eye irritation - 0.8955 89.55%
Skin irritation - 0.7133 71.33%
Skin corrosion - 0.9279 92.79%
Ames mutagenesis - 0.5670 56.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7491 74.91%
Micronuclear + 0.7400 74.00%
Hepatotoxicity - 0.7375 73.75%
skin sensitisation - 0.8539 85.39%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity - 0.8295 82.95%
Acute Oral Toxicity (c) III 0.6609 66.09%
Estrogen receptor binding - 0.5000 50.00%
Androgen receptor binding + 0.7661 76.61%
Thyroid receptor binding + 0.7802 78.02%
Glucocorticoid receptor binding + 0.8322 83.22%
Aromatase binding + 0.7627 76.27%
PPAR gamma + 0.8155 81.55%
Honey bee toxicity - 0.6072 60.72%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5200 52.00%
Fish aquatic toxicity + 0.9716 97.16%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 99.11% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.95% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.67% 95.56%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 95.03% 94.62%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 94.15% 89.44%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 93.79% 96.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.61% 97.09%
CHEMBL1937 Q92769 Histone deacetylase 2 92.35% 94.75%
CHEMBL1806 P11388 DNA topoisomerase II alpha 92.24% 89.00%
CHEMBL2581 P07339 Cathepsin D 92.11% 98.95%
CHEMBL221 P23219 Cyclooxygenase-1 91.97% 90.17%
CHEMBL5028 O14672 ADAM10 91.86% 97.50%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 91.64% 94.08%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.26% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.09% 94.45%
CHEMBL226 P30542 Adenosine A1 receptor 90.58% 95.93%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 88.98% 89.67%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 88.59% 97.21%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 87.35% 95.83%
CHEMBL4302 P08183 P-glycoprotein 1 86.59% 92.98%
CHEMBL3401 O75469 Pregnane X receptor 85.00% 94.73%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 84.53% 94.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 83.82% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.37% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 82.22% 99.23%
CHEMBL2782 P35610 Acyl coenzyme A:cholesterol acyltransferase 1 81.56% 91.65%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.50% 95.89%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 80.95% 94.33%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.51% 96.95%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Entada africana

Cross-Links

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PubChem 44566572
NPASS NPC476113
ChEMBL CHEMBL527074
LOTUS LTS0243925
wikiData Q105187267